HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (S)-4'-(1-Methylheptyloxy)-3'-(nitro)-4-biphenylcarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 54451763 | HCID 54451763 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | (S)-4'-(1-Methylheptyloxy)-3'-(nitro)-4-biphenylcarboxylic acid | HCID 22864004 | 92% |
Reaction Steps
Ester 41a (1.679 g, 4.36 mmol) was dissolved in 10 ml of THF, and with vigorous stirring methanol (40 ml) was added, followed by water (approximately 10 ml) until the solution remained milky white. To this suspension was added lithium hydroxide monohydrate (1.83 g, 43.6 mmol). The reaction mixture was refluxed overnight and was then acidified with concentrated HCl. Brine was added, the reaction mixture was extracted with ether and the organic layer was washed with brine and dried over MgSO4. Evaporation of the solvent yielded 1.486 g (92%) of a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06569504B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-65ba5543624a44b1b1c96f86686fc4c0 |
| Source note | uspto-grants-2003_05 |